
House holiday rentals in Chesterfield
Find and book unique houses on Airbnb
Quick stats about house rentals in Chesterfield

Total holiday rentals
Explore 80 holiday rentals in Chesterfield

Nightly prices starting at
Chesterfield holiday rentals start at $70 NZD per night before taxes and fees

Verified guest reviews
Over 4,380 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
70 of Chesterfield holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Chesterfield rentals

4.8 Average rating
Chesterfield stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated house rentals in Chesterfield
Guests agree: These houses are highly rated for location, cleanliness and more.

Spa Home with Hottub, Sauna Pool Table
Spa home with sauna, hottub, all modern amenities, on the edge of the Peak District and just 5 minutes walk from Chesterfield train station. 1pm check-in. Perfect for all experiences, extra large bedrooms. There is full-sized pool table, BBQ area, Sonos music, log-burner, open-plan kitchen and living areas. Ideal for several families or large group getaways. Prime location allows you to enjoy the Derbyshire countryside whilst being within walking distance of a multitude of cafes, shops and bars.
FamilyValueOutdoor spaces

Panoramic views, calf feeding, Bakewell Chatsworth
The Garden Nook offers complete privacy and is located in a perfect spot for everything. Newly converted and set within 55 acres of impressive private land, gardens, and fruit orchards. A rejuvenating location to unwind and reconnect with nature in such a tranquil environment. The comfy contemporary haven with tasteful decoration, stylish furniture, and spectacular views is the perfect place to relax. Watching lambs skipping around the orchard is a delightful bonus! Tractor experiences available
LocationValueParking

The Old Coach House. 5-star. Parking. EV charger.
“Loved staying here”. Off street parking. Ultra fast WiFi. Perfectly located in leafy Nether Edge village, 10 minutes from city centre and Peak District. Near to local shops, pubs, cafés and restaurants. Everything you need for the perfect stay: Private off-street parking: Yes. Big comfortable beds: Yes. Powerful shower: Yes. Washing machine: Yes. New kitchen: Yes. Spotlessly clean: Yes. Ultra-fast 1GB fibre optic broadband/Wi-Fi: Yes. Ev charger: Yes. Charm, character, history? Yes. Yes. Yes!
LocationFamilyBiking

Oakdale - Our Quest retreat
Idyllically situated at the entrance to Hardwick Wood, Wingerworth, 2 miles from Chesterfield and all amenities, yet totally secluded. Close to Chatsworth & Peak District. Fully fitted kitchen all appliances including tumble drier & dishwasher. Underfloor zoned central heating. Log burner. Fully fitted bathroom with bath and shower. Separate shower/wc. Fully fitted bedrooms with ample wardrobes and drawers ideally suited to a family of 4. Sleeps 4 in one double and 1 set of bunks, cot available
FamilyLocationSleep quality

The Old Chapel Luxury Retreat
Introducing The Old Chapel: Following the success and glowing reviews of the Old Bank Bakewell, we embarked on a quest for another unique stay. Enter The Old Chapel, a labor of love renovation resulting in a charming three-bedroom, all-ensuite stay unlike any other. Perfect for short getaways or week-long stays. Enjoy peaceful nights in king-sized beds fitted with luxurious 500-thread-count sheets. Each en-suite features spacious dual showers, fluffy robes, and slippers for ultimate relaxation.
FamilyLocationParking

Sheffield Charming Detached 4bd Home
Welcome to our modern, spacious home, designed to provide a comfortable and memorable stay. Whether traveling with family, friends, or for work, you'll find everything you need for a relaxing visit. Amenities You'll Love: - Effortless self check-in with a secure digital lock - Fiber-optic WiFi – ideal for work or streaming shows. - Fully stocked essentials – tea, coffee, shampoo, body wash, conditioner, towels. - Equipped kitchen including– cookware, utensils, a 5-hob cooker, and dishwasher
FamilyLocationHiking

The Stables House, Lomberdale Hall. 4 to 7 guests
Spacious detached private house, 3,000 sq ft/ 275 sq m. Own drive. 3 acres of grounds. Log burner (fuel provided) Front, back and garden doors; Entrance hall, sweeping staircase, beautiful sitting room, library stuffed with books, 3 large bedrooms (Vispring beds) plus 3 fab bathrooms with baths & separate showers - plus a single bed downstairs. Warm kitchen, utility room & larder. Antique furniture, lovely curtains. Perfect for families, couples, groups. Walking galore! 3 Pubs in the village.
ValueLocationCheck-in

Cosy cottage, stunning views near Chatsworth
If you want peace and solitude with stunning sunset views in a comfy, lived-in, dog-friendly place of your own Copy Wood Cottage is your ideal location. Situated on a steep hill above the Derwent Valley, it’s a short drive or good walk to Chatsworth and Bakewell and Matlock. Nestled on the edge of Beeley Moor Copy Wood sits below woodland and is surrounded by fields grazed by sheep. A short walk down brings to Rowsley village. We now have an EV Charger for guest’s use, just contact me on cost.
LocationValueTV

Bright - 2 Bedroomed House in Derbyshire
Your family will be close to everything when you stay at this centrally located town house within walking distance from Chesterfield's iconic market town. This 2 bedroomed modern home has everything you need and is the perfect base for visiting all the local attractions Derbyshire has to offer. Right on the edge of the Peak District it boasts a 20 minute drive to Chatsworth House and many more. Along with all the wonderful bars, restaurants, gift & coffee shops all within walking distance.
ValueFamilyBathroom

The Round House - family house with indoor pool
Architect-designed The Round House sits just above the Peak District village of Rowsley, boasting stunning views towards Haddon Hall and Bakewell. Walk to Chatsworth House (3 miles) across the fields following the River Derwent. Set in 9 acres of peaceful landscaped gardens with wonderful birdlife - but only a few miles from the market town of Bakewell. Plenty of great walks from the house plus all year round indoor heated pool shared with Woodside Cottage - also at the same location.
ValueLocationAccuracy

The Long Hall 2 bed ground floor annexed apartment
Long Hall has been lovingly converted into a 6-person, ground floor, annexed apartment, within a quiet housing estate, a short distance from the Peak District. Two large double bedrooms, with rainfall shower en-suites, and a large open-plan living area dining and kitchen area and a large, shared enclosed patio and garden area Long Hall suits leisure and tourist staycations, as well as trade or professional workers, who wish for a home from home. SKY Sports and Movies included
FamilyValueParks

Bridgefoot Cottage - Wild Swimming & Hot Tub
Bridgefoot is a beautiful 17th century cottage situated in the Peak District. Guests have full use of the property including a modern, fully equipped kitchen, perfect for entertaining. There is also an exceptionally comfy and cosy sitting room, equipped with 2 sofas (one of which is a double sofa bed) a log burner and a Smart TV. The master bedroom boasts a luxurious four poster bed and an ensuite bathroom. Next door is a spacious second bedroom with two comfortable single beds.
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Popular amenities for Chesterfield house rentals
House rentals with a pool

Spacious Dog Friendly Cottage by Carsington Water
ValueFamilyKitchen

Charming 6-Bedroom Winster Village, Peak District
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Luxury apartment with private pool and garden.
HospitalityPoolHot tub

Haddon F'house - shared heated pool & games room
FamilyLocationIndoor spaces

The Farmhouse
FamilyLocationWalkability

Butler's Quarters
FamilyConditionIndoor spaces

The Card House

Woodpit Cottage
Weekly house rentals

The Entire Coach House at Middleton Hall
FamilyLocationBiking

Peak District Home from Home!
LocationValueGetting around

Beautiful 19th-Century Terraced Cottage
LocationValueSleep quality

5 Bed luxury holiday home
LocationFamilyAccuracy

Comfortable cottage on the Chatsworth Estate
FamilyValueSleep quality

Quince Cottage
FamilyLocationParking

Bryn-Tor, The Gardener's House
LocationFamilyOutdoor spaces

Charming fully equipped home 5min to Peak District
LocationValueAccess
Private house rentals

Grade II Listed House near Chatsworth
ValueLocationWalkability

Central Location | 25% off Weekly Stays
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Chert Cottage, Great Longstone, Bakewell Peak Dist
ValueLocationComfort

Central Bakewell Quiet Luxury
LocationValueCleanliness

Stunning Countryside Manor — Hot Tub & Parking
LocationFamilyCheck-in

Cozy Quiet Cottage In Pilsley
FamilyValueHospitality

Characterful mid-terrace with stunning views
LocationFamilyView

The Cottage - Derbyshire
FamilyValueCleanliness
When is the best time to visit Chesterfield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $204 NZD | $208 NZD | $213 NZD | $210 NZD | $206 NZD | $237 NZD | $206 NZD | $220 NZD | $199 NZD | $208 NZD | $194 NZD | $206 NZD |
| Avg. temp | 4°C | 5°C | 7°C | 9°C | 12°C | 15°C | 17°C | 17°C | 14°C | 11°C | 7°C | 5°C |
Destinations to explore
- Peak District National Park
- Alton Towers
- Etihad Stadium
- Chatsworth House
- Heaton Park
- The Quays
- Donington Park Circuit
- Didsbury Village
- Lincoln Castle
- AO Arena
- Wythenshawe Park
- Harewood House
- Tatton Park
- University of Manchester
- Bramham Park
- Yorkshire Wildlife Park
- Bowlers Exhibition Centre
- Manchester Central Convention Complex
- Temple Newsam Park
- Yorkshire Sculpture Park
- The Piece Hall
- Mam Tor
- Belvoir Castle
- MediaCityUK





